Dog Boarding in Woodland Way, MD
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Top rated Woodland Way dog boarders

“Emily is incredible! My dogs stayed with her for a full week and came home well cared for, loved, and happy. They exercised every day in a safe, wide-open yard, and she really went above and beyond when they refused to eat at first, giving them soft food and diligently encouraging them to make sure they were comfortable. I cannot thank you enough, Emily!!”


“My Lola was put down a few days after her stay with Jeannie and Robert. I cannot express how thankful I am at the love and care they had always given her even through her last few moments. They live about 45 minutes away from me but because of the attentiveness, I would drive 2 hours if I had to! I didn’t have a car for the last time they watched Lola and they drove all the way down to pick her up and drop her off. Even with the loss of my little one, they remain family to me and us always. With or without a pet, I will forever be grateful and see them as one of my own.”


“We can’t say enough amazing things about Renee, she was truly our angel during a very stressful moment while we were on vacation in Florida. The place where our dog was staying unexpectedly call us and rudely demanded that we pick up our dog immediately. Being out there of state with no one nearby to help, we were completely panicked and heartbroken. My husband remember about Rover and he find Renee, she responded very quickly asking the situation and accept our booking. Without hesitation, she stepped in and went out of her way to pick up our dog for us. She was incredibly sweet, caring, and compassionate, exactly what we needed in that moment. She treated our puppy with so much love and care, like he was her own, and kept us updated and send us pictures of him smiling and acting like he is at home. We are beyond grateful for her kindness and will never forget what she did for us. Thank you, dear Renee, you are truly one of a kind!❤️🐾”


“Emily was so kind and gentle with our senior dogs. Really appreciated her patients with our pups. And she sent pictures and updates. We will for sure have her watch our pups again.”


“As usual Kelli took exceptional care of both of our dogs. They both came back so tired from all the fun they had! From all the pictures she shares they are definitely well loved and on their own vacation when we are away. 5 stars isn’t enough for how amazing Kelli is! Highly recommend”


“Erika was an amazing sitter for my puppy Ace. This was the first time Ace has been away from both his parents, but his weekend stay with Erica made him feel right at home. I let her know that I love getting pictures and videos. And she came through she let me see that Ace was being loved and well cared for. And she even made him extra tired for when I was coming to pick him up from a long trip so he came home and went right to sleep. Thank you so much for making our first experience so well. We will see you in July.😁😁”


“Marne and family did and awesome job watching my pups. Wilson can be a handful and Raven has some special needs and they were super great and conscientious about taking super good care of them. Appreciated the pics and videos while we were away.”


“Kacy and Justin took excellent care of our anxious senior dog and kept us throughly updated with pictures. Will definitely keep them as one of our go to options for boarding.”


“Our dog Mia had the BEST time with Ruth while we were on vacation. She sent me pictures every day and spoiled her! She had puppy ice cream, walks every day, and came home so happy. Thank you so much for a wonderful stay! We will definitely return!”


“First time using this app and ever having anyone watch our dog overnight and couldn’t have been more satisfied. She took amazing care of our dog and always updated with pictures he definitely looked like a happy boy while we were gone would recommend to anyone and will definitely use again if ever needed thank you so much”


“Rene took amazing care of my dog, Aurora! She updated me throughout the day every day. She made sure my dog had plenty of exercise and play time! I will definitely bring my dog to Rene whenever I need a sitter.”


“Our dogs, Homer and Bella absolutely lived staying with Charlie and his family. They liked it so much I was worried as to whether they would want to come back home with us. They had a HUGE yard to play in, a number of other great dogs to romp around with, two of which are Charlie’s, the rest were visitors as well. Charlie did a great job keeping us up to date with frequent updates, pictures and videos. Knowing our fur babies were being so well taken care of made our vacation get away so much more enjoyable. Ae will definitely be using Charlie and Rover again in the future.”


“Rosa stepped in at the last minute to care for our pup when another Rover sitter had to cancel! Very easy to communicate with. She's a former dog breeder so very experienced with dogs. She took great care of our Aussie.”


“Chanel was a guest with Min & Matt for a week! I got daily updates on her progress! She got lots of attention and great care! They treated her like family! She was spoiled rotten! I am so thankful I found these wonderful, kind, and caring couple! They are true animal lovers PLUS Min is a great photographer! She captured so many fantastic pictures of Chanel, I will be making reprints for my home! I am truly blessed to have found these folks I did not worry about Chanel the entire week I was gone!!’ I will use them again and again!💕💕💕”


“Ellen was amazing! She sent me daily updates with pictures and videos, which I really appreciated. Pearl was clearly happy and comfortable; she absolutely loved being on the farm, seeing the other animals, and making new friends. I’ll definitely be booking with Ellen again!”


“Dorian was great with our pups, and I can tell the dogs had a nice time. We were In a pinch to find a sitter since both of our boarding facilities were full for the weekend and Dorian made the process of booking very easy. We weren’t aware there would be other dogs in the house at the same time but our dogs are friendly and had no issues. Would be good to give a heads up in case other pet owners were to have a problem with that. We would use him again!”


“Sandra, was the best. She sent me pictures of my Kilo everyday from the morning to night. It made us free so comfortable knowing he was in good hands and having a great time. We will be contacting Sandra the next time we have to go out of town. THANK YOU again Sandra!!”

Loving dog boarding sitters in your neighborhood
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Emily B.Star Sitter

“Emily is incredible! My dogs stayed with her for a full week and came home well cared for, loved, and happy. They exercised every day in a safe, wide-open yard, and she really went above and beyond when they refused to eat at first, giving them soft food and diligently encouraging them to make sure they were comfortable. I cannot thank you enough, Emily!!”


Jeannie & Robert W.Star Sitter

“My Lola was put down a few days after her stay with Jeannie and Robert. I cannot express how thankful I am at the love and care they had always given her even through her last few moments. They live about 45 minutes away from me but because of the attentiveness, I would drive 2 hours if I had to! I didn’t have a car for the last time they watched Lola and they drove all the way down to pick her up and drop her off. Even with the loss of my little one, they remain family to me and us always. With or without a pet, I will forever be grateful and see them as one of my own.”


Renee D.Star Sitter

“We can’t say enough amazing things about Renee, she was truly our angel during a very stressful moment while we were on vacation in Florida. The place where our dog was staying unexpectedly call us and rudely demanded that we pick up our dog immediately. Being out there of state with no one nearby to help, we were completely panicked and heartbroken. My husband remember about Rover and he find Renee, she responded very quickly asking the situation and accept our booking. Without hesitation, she stepped in and went out of her way to pick up our dog for us. She was incredibly sweet, caring, and compassionate, exactly what we needed in that moment. She treated our puppy with so much love and care, like he was her own, and kept us updated and send us pictures of him smiling and acting like he is at home. We are beyond grateful for her kindness and will never forget what she did for us. Thank you, dear Renee, you are truly one of a kind!❤️🐾”


Emily A.
Star Sitter


“Emily was so kind and gentle with our senior dogs. Really appreciated her patients with our pups. And she sent pictures and updates. We will for sure have her watch our pups again.”


Kelli B.Star Sitter

“As usual Kelli took exceptional care of both of our dogs. They both came back so tired from all the fun they had! From all the pictures she shares they are definitely well loved and on their own vacation when we are away. 5 stars isn’t enough for how amazing Kelli is! Highly recommend”


Erika C.Star Sitter

“Erika was an amazing sitter for my puppy Ace. This was the first time Ace has been away from both his parents, but his weekend stay with Erica made him feel right at home. I let her know that I love getting pictures and videos. And she came through she let me see that Ace was being loved and well cared for. And she even made him extra tired for when I was coming to pick him up from a long trip so he came home and went right to sleep. Thank you so much for making our first experience so well. We will see you in July.😁😁”


Marne & John B.Star Sitter

“Marne and family did and awesome job watching my pups. Wilson can be a handful and Raven has some special needs and they were super great and conscientious about taking super good care of them. Appreciated the pics and videos while we were away.”


Kacy R.Star Sitter

“Kacy and Justin took excellent care of our anxious senior dog and kept us throughly updated with pictures. Will definitely keep them as one of our go to options for boarding.”


Jesse M.

“Jesse and her family were amazing. My puppies were well taken care of. They enjoyed the belly rubs and cuddles. I would definitely recommend Jesse as a sitter.”


Ruth A.Star Sitter

“Our dog Mia had the BEST time with Ruth while we were on vacation. She sent me pictures every day and spoiled her! She had puppy ice cream, walks every day, and came home so happy. Thank you so much for a wonderful stay! We will definitely return!”


Chrissy M.Star Sitter

“First time using this app and ever having anyone watch our dog overnight and couldn’t have been more satisfied. She took amazing care of our dog and always updated with pictures he definitely looked like a happy boy while we were gone would recommend to anyone and will definitely use again if ever needed thank you so much”


Rene N.Star Sitter

“Rene took amazing care of my dog, Aurora! She updated me throughout the day every day. She made sure my dog had plenty of exercise and play time! I will definitely bring my dog to Rene whenever I need a sitter.”


Charlie M.Star Sitter

“Our dogs, Homer and Bella absolutely lived staying with Charlie and his family. They liked it so much I was worried as to whether they would want to come back home with us. They had a HUGE yard to play in, a number of other great dogs to romp around with, two of which are Charlie’s, the rest were visitors as well. Charlie did a great job keeping us up to date with frequent updates, pictures and videos. Knowing our fur babies were being so well taken care of made our vacation get away so much more enjoyable. Ae will definitely be using Charlie and Rover again in the future.”


Kelly D.

“Kelly was a dream to work with. She provided me frequent photos of my babies and I could see they were well taken care of and loved.”


Iesha M.Star Sitter

“Iesha made me feel like I was leaving Paz with a member of the family. She sent update pics & videos that comforted me. I will definitely utilize her in the future.”


Rosa L.Star Sitter

“Rosa stepped in at the last minute to care for our pup when another Rover sitter had to cancel! Very easy to communicate with. She's a former dog breeder so very experienced with dogs. She took great care of our Aussie.”


Min & Matthew L.

“Chanel was a guest with Min & Matt for a week! I got daily updates on her progress! She got lots of attention and great care! They treated her like family! She was spoiled rotten! I am so thankful I found these wonderful, kind, and caring couple! They are true animal lovers PLUS Min is a great photographer! She captured so many fantastic pictures of Chanel, I will be making reprints for my home! I am truly blessed to have found these folks I did not worry about Chanel the entire week I was gone!!’ I will use them again and again!💕💕💕”


Ellen G.

“Ellen was amazing! She sent me daily updates with pictures and videos, which I really appreciated. Pearl was clearly happy and comfortable; she absolutely loved being on the farm, seeing the other animals, and making new friends. I’ll definitely be booking with Ellen again!”


Dorian R.

“Dorian was great with our pups, and I can tell the dogs had a nice time. We were In a pinch to find a sitter since both of our boarding facilities were full for the weekend and Dorian made the process of booking very easy. We weren’t aware there would be other dogs in the house at the same time but our dogs are friendly and had no issues. Would be good to give a heads up in case other pet owners were to have a problem with that. We would use him again!”


Sandra C.


“Sandra, was the best. She sent me pictures of my Kilo everyday from the morning to night. It made us free so comfortable knowing he was in good hands and having a great time. We will be contacting Sandra the next time we have to go out of town. THANK YOU again Sandra!!”
How Rover works
1. Search
Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Dog Boarding FAQs
Frequently asked questions about Rover
As of Aug 2025, 485 sitters provided dog boarding in Woodland Way. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple sitters about your booking. Typically, 90% of Woodland Way dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Woodland Way have an average of 17 years of experience. Dog boarding sitters with repeat customers have an average of 11 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Woodland Way.
Rover makes it easy to find Woodland Way dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:
- Dogs of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Dogs who’d love to socialize with their sitter’s pets
There are 485 dog boarding sitters in Woodland Way on Rover, so you’re sure to find the perfect match for your dog! In Woodland Way, 92% of sitters offer daily exercise, 97% offer medication administration, and 90% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your dog boarding sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
